Dichloromethane → HCID 12139440, compound
Reaction equation
[C:1]1([O:7][CH3:8])[CH:6]=[CH:5][CH:4]=[CH:3][CH:2]=1.[C:9](Cl)(=[O:15])[CH2:10][CH2:11][CH2:12][CH2:13]C.[Cl-].[Al+3].[Cl-].[Cl-].Cl[CH2:22]Cl>>[CH3:8][O:7][C:1]1[CH:6]=[CH:5][C:4]([CH2:22][C:9](=[O:15])[CH2:10][CH2:11][CH2:12][CH3:13])=[CH:3][CH:2]=1Participants
5
Procedure
To a solution of anisole (22 g) in dichloro methane (11) and hexanoyl chloride (33 g) at -20° was added portionwise over 30 minutes aluminum chloride (32 g). The reaction was stirred 2 hours at -20° and then quenched with ice and 11 1N HCl. The organic layer was separated, dried (Na2SO4), and evaporated. Chromatography of the residue using 5% ethylacetate in hexane afforded 20 g of the title compound: m.p.=32°-35°.
Workup
- customquenched with ice and 11 1N HCl
- customThe organic layer was separated
- dry with materialdried (Na2SO4)
- customevaporated
Sources & evidence
- ORD record
- ord-46dc05ecb1b44b84a01ef46c33a942dd
- Source dataset
- uspto-grants-1987_04
- Patent number
- US04661499
Reaction notes
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